Dichloroacetonitrile

Base Information

• Chemical Name: Dichloroacetonitrile
• CAS No.: 3018-12-0
• Molecular Formula: C2HCl2N
• Molecular Weight: 109.943
• Hs Code.: 29269090
• European Community (EC) Number: 221-159-4
• NSC Number: 60511
• UN Number: 2810
• UNII: O0L64V63M9
• DSSTox Substance ID: DTXSID3021562
• Nikkaji Number: J74.819F
• Wikidata: Q27155945
• ChEMBL ID: CHEMBL1485360
• Mol file: 3018-12-0.mol

Synonyms:dichloroacetonitrile

Chemical Property of Dichloroacetonitrile

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 21.7mmHg at 25°C
• Refractive Index: 1.447
• Boiling Point: 112.5 °C at 760 mmHg
• Flash Point: 35.6 °C
• PSA: 23.79000
• Density: 1.408 g/cm³
• LogP: 1.31368
• Storage Temp.: 0-6°C
• Solubility.: soluble in Methanol
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 108.9486044
• Heavy Atom Count: 5
• Complexity: 59.3
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Dichloroacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-22-34
• Safety Statements: 26-36/37/39-45-25-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C(#N)C(Cl)Cl
• Uses: Dichloroacetonitrile can be used as a reactant to prepare: Chiral α, α-dichloro-β-aminonitriles via Pd-catalyzed enantioselective Mannich-type reaction with imines.α, α-dialkyl-substituted nitriles by an alkylation reaction with trialkylboranes in the presence of phenoxide base as a base. Halogenated pyridines via copper-catalyzed reaction with methacrolein. α,α-dichloro-β-hydroxy nitriles by condensation reaction with aldehydes and ketones in the presence of an alkoxide base.Selenium heterocycle derivatives via Diels–Alder cyclization with selenoaldehydes.Dichloroacetonitrile can also be used to develop an efficient method for the extraction and determination of common volatile halogenated disinfection by-products using the static headspace technique coupled with gas chromatography-mass spectrometry.

Technology Process of Dichloroacetonitrile

There total 17 articles about Dichloroacetonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

N-benzylideneperchlorovinylamine (77197-84-3) → dichloroacetonitrile (3018-12-0) + N-Benzylidenemethylamine (622-29-7)

Guidance literature:

With methylamine; In diethyl ether; 1) -20 deg C, 2 h; 2) 20-25 deg C, 12 h;

Reference yield: 50.0%

N-benzylideneperchlorovinylamine (77197-84-3) + methylamine (74-89-5) → dichloroacetonitrile (3018-12-0) + N-Benzylidenemethylamine (622-29-7)

Guidance literature:

In diethyl ether; 1) -20 deg C, 2 h; 2) 20-25 deg C, 12 h;

Reference yield: 38.0%

N-benzylideneperchlorovinylamine (77197-84-3) + benzylamine (100-46-9) → dichloroacetonitrile (3018-12-0) + N-benzylidene benzylamine (780-25-6)

Guidance literature:

In diethyl ether; at 0 ℃; for 12h;

upstream raw materials:

N-chloro-succinimide

cyanoacetic acid

dichloroacetamide

trichloroacetamide

Downstream raw materials:

2,2-dichloroacetophenone

(1-Chloro-cyclohexyl)-oxo-acetonitrile

Dichloro-(1-hydroxy-cyclohexyl)-acetonitrile

N-Phenyl-1,1-dichloracetamidin

Refernces

• 1、 Payne,G.B.. "-". . p. 3517 - 3523. Retrieved 1968.
• 2、 Deng, Jia,Wu, Guangxue,Yuan, Shoujun,Zhan, Xinmin,Wang, Wei,Hu, Zhen-Hu. "Ciprofloxacin degradation in UV/chlorine advanced oxidation process: Influencing factors, mechanisms and degradation pathways". . p. 151 - 158. Retrieved 2018/11/24.
• 3、 Shang, Chii,Gong, Woei-Long,Blatchley III, Ernest R.. "Breakpoint chemistry and volatile byproduct formation resulting from chlorination of model organic-N compounds". . p. 1721 - 1728. Retrieved 2007/10/03.